Diphenyl sulfoxide and diphenyl sulfone were found to react with diphenyl disulfide at elevated temperatures, forming in both reactions diphenyl sulfide and sulfur dioxide. On the basis of 35S and 14C tracer experiments, these reactions were found to proceed through quite different mechanistic routes, viz., S–O bond fission in the case of sulfoxide and C–S bond fission in sulfone. The reactions apparently proceed through the attack of the thiyl radical on the sulfoxide and sulfone functions. Further mechanistic details of the reactions are discussed.
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Ōae et al. (1971) studied this question.
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